5-Propylcyclohexane-1,3-dione → HCID 67410453, compound

HRID 909395Notes

Reaction equation

HRID 909395 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([S:15]([N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])[C:9]=1[NH:10][CH2:11][CH2:12][O:13][CH3:14])[CH:5]=O.[CH3:23]/[C:24](/[NH2:28])=[CH:25]\[C:26]#[N:27].[CH2:29]([CH:32]1[CH2:37][C:36](=[O:38])[CH2:35][C:34](=O)[CH2:33]1)[CH2:30][CH3:31]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:35]3[C:36](=[O:38])[CH2:37][CH:32]([CH2:29][CH2:30][CH3:31])[CH2:33][C:34]=3[NH:28][C:24]([CH3:23])=[C:25]2[C:26]#[N:27])[CH:7]=[C:8]([S:15]([N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])[C:9]=1[NH:10][CH2:11][CH2:12][O:13][CH3:14]

Participants

5

Reactant 3

HCID 27372245-Propylcyclohexane-1,3-dioneHCID 53247203-AminocrotonitrileHCID 87388798HCID 87388798, compound

Product 1

HCID 67410453HCID 67410453, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of the product of step c (59 mg), 3-aminocrotonitrile (12.3 mg) and 5-propylcyclohexane-1,3-dione (23.1 mg) in ethanol (5 ml) was stirred at 80° C. for 17 h. The reaction mixture was concentrated in vacuo and the residue was purified by preparative HPLC (Method B). Yield: 57 mg. MS-ESI: [M+H]+=591.3/593.3; HPLC: Rt=18.43 min. Diast. ratio: 9:1

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by preparative HPLC (Method B)

Sources & evidence

ORD record
ord-1838a73898564ef3830e76f7c0e3774a
Source dataset
uspto-grants-2011_09
Patent number
US08017782B2

Reaction notes

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